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Grassy Key Properties for Sale in Marathon, FL

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Total Listings 8
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$499,000
Marathon
Grassy Key - MM: 58.90
2 Bed, 2 Baths, 874 SqFt Days Listed: 70
-5.67% ($30,000) 1 Price Change : Last Change 1 Day Ago
Half Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to 57538 Bailey St! This tastefully decorated 2-bedroom home is a gem. The modern kitchen features stainless steel appliances, including a dishwasher, microwave, and range. Upstairs, enjoy the convenience of central A/C and an in-unit washer/dryer. The downstairs area is a tropical oasis, complete with a fenced yard, tiki hut, hot tub, and cozy sitting area--perfect for entertaining. Nestled just a short drive from Marathons vibrant offerings: Shopping, aquatic adventures, and dining options. To explore this inviting property in person, call today!

$899,000
Marathon
Grassy Key - MM: 58.90
3 Bed, 3 Baths, 1,191 SqFt Days Listed: 36
-3.33% ($31,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to this just-completed 3 bedroom, 2 bathroom CBS home, perfectly situated on a private road in a quiet neighborhood with that classic Old Florida Keys charm. Built with durability and comfort in mind, this home features hurricane impact windows and doors, tile flooring throughout, an open-concept layout, quartz countertops, and stainless steel appliances.Enjoy views of the turquoise Gulf waters from your front porch and take advantage of the spacious 12,000 sq ft lot, ideal for parking an RV, outdoor living, or future outdoor additions. The neighborhood offers a private boat ramp, making it easy to get out on the water anytime.Located just minutes from the City of Marathon, youll enjoy convenient access to shopping, dining, groceries, and a cozy coffee shop right down the street. Whether youre a local or looking for a family getaway, this brand-new home delivers style, privacy, and the best of Keys living.

$995,000
Marathon
Grassy Key - MM: 58.90
3 Bed, 3 Baths, 1,509 SqFt Days Listed: 149
-9.55% ($105,000) 2 Price Changes : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

This place has it all! Open water views can be yours at this Ocean Front A-Frame in private Lions Lair of Marathon. Outdoor Amenities include a pool, dockage for boats of 25 and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this well built half duplex with impact windows and doors, 3 bedrooms, 2 baths and an office loft bonus space. Large outdoor deck that is perfect for morning coffee or an evening cocktail while enjoying the view. This is one of the premiere locations in Lions Lair offering the most privacy and convenient location to the marina and amenities. Association fees are only $1500 per year and no rentals are allowed, so you do not have to worry about being surrounded by noisy vacation rentals. Truly a unique and well built home in a hard to beat location, book your showing today!

$2,895,000
Marathon
Grassy Key - MM: 58.90
2 Bed, 2 Baths, 1,344 SqFt Days Listed: 203
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift300ft.

You dont come to the islands to stay in a town! Relax in YOUR VERY OWN TROPICAL PARADISE away from the traffic and noise of US Hwy #1 and located on renowned MORTON Street. Minutes to Marathon but tucked away from all the worries of the main land. This 2 bed / 2 bath GULF front/ BEACH front home is calling you ...This palm studded 1/2 ACRE property, overlooks the Gulf, Can you say Beach House? Panoramic Open water views from your living area, Dock, Tranquil fenced-in yard with in ground heated concrete pool?? From House, to Dock, to Beach, to Pool, this home HAS IT ALL! Breathtaking SUNSETS right from the dock. Almost like you are living on your own island!The perfect location is also the ULTIMATE OASIS blending privacy and nature in a jaw dropping setting. Special features of this home include; a gourmet kitchen with granite counter tops & stainless steel appliances. Two ensuite bedrooms & an expansive living room with large windows to take in ALL the GULF views from every angle. The downstairs area has plenty of storage space, a laundry area and a separate garage area. Plenty of room to park. The wooden dock is complete with a new 25K lbs boat lift and a fish cleaning station and bench for fishing. New AC and a metal roof. Property comes fully furnished & turn-key, rental ready. This property is a very active weekly vacation rental currently grossing $170K / year with an exceptional 10/10 rating and 100s of positive reviews.After a full day in the sun there is no better place to relax than in your cool fresh water pool surrounded by the well maintained lush garden oasis. You will love the massive coconut and royal palms, the 9 high bird of paradise, the banana and key lime trees, blooming hibiscus & orchids. So whether you are coming to the keys to relax, fish, kayak, snorkel, dive or whatever your heart desires the White Sands has it all. Call today, before this dream home is SOLD! Showings by appointment, do not walk property.

$3,300,000
Marathon
Grassy Key - MM: 58.90
5 Bed, 5 Baths, 3,013 SqFt Days Listed: 486
+4.76% ($150,000) 1 Price Change : Last Change 223 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

AVAILABLE NOW AND READY FOR OCCUPANCY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining, and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Finished with high end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

$3,400,000
Marathon
Grassy Key - MM: 58.90
4 Bed, 4 Baths, 3,011 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

AVAILABLE NOW AND READY FOR OCCUPANCY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining, and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath, a second guest suite and an additional guest bedroom and hallway bath. Finished with high end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

$3,500,000
Marathon
Grassy Key - MM: 58.90
4 Bed, 4 Baths, 3,013 SqFt Days Listed: 417
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath and three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally this residence offers upgrades including: elevator, outdoor summer kitchen, exterior spiral staircase to first floor, custom millwork, brass fixtures and fire pit. SeaGlass Cove is barefoot luxury at its best.

$3,950,000
Marathon
Grassy Key - MM: 58.90
5 Bed, 5 Baths, 3,011 SqFt Days Listed: 542
+3.95% ($150,000) 1 Price Change : Last Change 214 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Weekly rentals permitted! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath and the option of two or three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

More Info
Most Recent Sales - (14) - Grassy Key as of 2025-06-14
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
06-02-2025 58885 Overseas $740,000 $478 $750,000 1,548 Single Family 3/2 82
05-13-2025 350 Cocoanut $715,000 $709 $765,000 1,008 Single Family 3/2 143
05-09-2025 59720 Overseas 12 $3,568,000 $1,184 $3,600,000 3,011 Single Family 5/4 386
03-31-2025 59720 Overseas 3 $3,366,600 $1,117 $3,300,000 3,013 Single Family 5/4 817
03-28-2025 71 Dorsett $757,000 $615 $820,000 1,230 Single Family 3/2 217
02-10-2025 57580 Overseas $1,327,500 $1,226 $1,375,000 1,082 Single Family 2/2 37
02-05-2025 59720 Overseas 2 $3,208,993 $1,065 $3,300,000 3,013 Single Family 5/4 784
01-07-2025 59720 Overseas 1 $3,366,600 $1,117 $3,300,000 3,013 Single Family 5/4 734
10-25-2024 58950 Overseas Lot 3 $275,000 $402 $294,900 684 Mobile Home 2/1 199
08-19-2024 86 Pelican $2,525,000 $1,254 $2,795,000 2,012 Single Family 4/2 189
04-30-2024 58773 Overseas $1,499,000 $1,171 $1,499,000 1,280 Single Family 3/2 52
02-26-2024 59733 Paradise $560,000 $387 $599,000 1,447 Mobile Home 3/2 148
09-11-2023 336 Orange $533,000 $649 $533,000 821 Mobile Home 2/2 128
06-21-2023 216 Tropical $450,000 $637 $469,000 706 Single Family 1/1 172
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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-14-2025.
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